Paradise Valley & Winston Manor South San Francisco, CA
Quiet hillside neighborhoods with parks, views, and good value.
What homes in Paradise Valley & Winston Manor are doing
Single-family homes in Paradise Valley & Winston Manor sold for a median of about $827K in 2015–16 and $1.26M in 2024–25, a 53% increase, roughly in line with South San Francisco as a whole (+54%). Prices peaked in 2024 at $1.27M. In 2025, homes here sold at a moderate pace (median 19 days on market) and usually above asking (105.4% of list price on average). So far in 2026 (17 sales through September), the median is $1.24M.
Median single-family price, 2015–2026
* 2026 covers January through September. Hollow dots mark years with fewer than 3 single-family sales; treat those medians as rough. 328 single-family sales since 2015.
| Year | Sales | Median price | $/sq ft | Days on market | Sale-to-list |
|---|---|---|---|---|---|
| 2026 (Jan–Sep) | 17 | $1.24M | $1,000 | 14 | 102.3% |
| 2025 | 21 | $1.25M | $922 | 19 | 105.4% |
| 2024 | 21 | $1.27M | $959 | 14 | 108.3% |
| 2023 | 19 | $1.12M | $932 | 15 | 100.0% |
| 2022 | 22 | $1.23M | $1,042 | 12 | 107.2% |
| 2021 | 32 | $1.25M | $992 | 8 | 106.7% |
| 2020 | 31 | $1.08M | $844 | 11 | 106.4% |
| 2019 | 24 | $1.04M | $905 | 16 | 107.7% |
| 2018 | 33 | $1.03M | $821 | 13 | 106.8% |
| 2017 | 36 | $873K | $718 | 13 | 108.6% |
| 2016 | 47 | $839K | $666 | 15 | 106.1% |
| 2015 | 25 | $805K | $595 | 14 | 107.4% |
Condos & townhomes in Paradise Valley & Winston Manor (16 sales since 2015)
| Year | Sales | Median price | $/sq ft | Days on market | Sale-to-list |
|---|---|---|---|---|---|
| 2026 (Jan–Sep) | 2 few sales | $585K | $608 | 10 | 103.8% |
| 2025 | 2 few sales | $923K | $823 | 32 | 104.8% |
| 2024 | 0 | — | — | — | — |
| 2023 | 0 | — | — | — | — |
| 2022 | 1 few sales | $760K | $736 | 58 | 99.0% |
| 2021 | 3 | $840K | $677 | 23 | 101.5% |
| 2020 | 1 few sales | $925K | $621 | 72 | 97.9% |
| 2019 | 1 few sales | $565K | $637 | 15 | 109.1% |
| 2018 | 1 few sales | $725K | $585 | — | 111.7% |
| 2017 | 1 few sales | $650K | $524 | 11 | 108.5% |
| 2016 | 1 few sales | $560K | $542 | 17 | 105.9% |
| 2015 | 3 | $435K | $479 | 58 | 103.8% |
Paradise Valley & Winston Manor on the map
Borders follow real streets and where homes have sold (MLS neighborhood codes), so a home or two along an edge may differ from official MLS lines.
Other South San Francisco neighborhoods
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Source: MLSListings, Inc. closed sales, 2015–September 2026, summarized by Drew Lehr. Neighborhood figures combine the MLS area(s) that make up Paradise Valley & Winston Manor; where there are several, yearly figures are sales-weighted. Information deemed reliable but not guaranteed.